18995-03-4Relevant academic research and scientific papers
The Step-Wise Synthesis of Oligomeric Phosphoramidates
Data, Shailja,Leung Wai, Jeffery,Kumar, Saawan,Cameron, Alan J.,Trehet, Manon,Itumoh, Emeka J.,Feld, Joey,S?hnel, Tilo,Leitao, Erin M.
supporting information, p. 5468 - 5477 (2021/09/30)
In this study, the step-wise synthesis to a series of higher phosphoramidates was explored, affording compounds containing N?P?N, symmetric and asymmetric P?N?P and P?N?P?N?P linkages. Salt elimination and lithiation strategies were employed to create the new P?N bonds. It was found that the steric bulk and electronic contribution of the substituents on the P(V) centers were important factors to the success of the reactions. The oligomeric phosphoramidates were characterized by multinuclear NMR and IR spectroscopies as well as ESI mass spectrometry. A selection of the synthesized P?N oligomers were evaluated for their antimicrobial activity against E.coli, S.aureus, C.albicans, and A.fumigatus at varying concentrations. The results suggest their potential use as environmentally friendly fire retardants as the minimal inhibitory concentration (MIC) value for all the compounds was found to be >128 μM, indicating that the compounds do not have any detectable antimicrobial activity.
Synthese et reactions de N-acylphosphoramides apparentes aux ceto-4 diaza-1,3 phospholanes-2
Mulliez, Michel
, p. 1211 - 1218 (2007/10/02)
A new, general method, more efficient than previous ones, for the synthesis of N-acylphosphoramides 3, by reacting the silylated primary phosphoramides 2 with carboxylic chlorides is described (Figure 2).It is applied to the synthesis of precursors B and C and acyclic analogs D and E of the 4-keto 1,3-diaza, 2-phospholanes A (Figure 1). 3c (B) and 3a (C) lead to 15 (A) (Figure 5) and 17 (Figure 6) (A) in presence of sodium hydride, and hydrogen with palladium on charcoal as catalyst, respectively.Phosphorane 19 is formed from 3a and triphenylphosphine (Figure 6).D and E are not phosphorylating reagents but acylating ones.
ALKALINE SOLVOLYSIS OF DIAMIDOPHOSPHATES
Mollin, Jiri,Laznicka, Jiri,Kasparek, Frantisek
, p. 232 - 242 (2007/10/02)
Mechanism of alkaline solvolysis of phenyl diamidophosphates is discussed on the basis of its selectivity, activation entropy and steric effects.All methods used show that the reaction proceeds by SN2 mechanism via an intermediate, containing a pentavalent phosphorus.
SYNTHESE DE TRIOXO-2,4,5-DIAZA-1,3-PHOSPHOLIDINES-2-TRISUBSTITUTEES ET REACTIONS AVEC LES ALCOOLS ET LES AMINES
Mulliez, M.
, p. 27 - 36 (2007/10/02)
The 2,4,5-trioxo-1,3-diaza-2-phospholidene trisubstituted, 3, are synthetized in the absence of any base, by the reaction of oxalyle chloride on the primary phosphordiamides 1.The 3 cycles are opened with a Formel bond cleavage in the presence of alcohols and a Formel one in the presence of amines.It can be assumed from the results that Formel pentacoordinate X complex is formed, whose breakdown in the case of amines is slower than the attack on one or the other of the carbonyles.
